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$195+ Cheap flights from Caribbean Islands to Oregon

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Oregon

Keep the following information in mind while searching for Caribbean Islands to Oregon flight deals. Data was last updated septiembre 16, 2025.

Round-trip from

$419
(American Airlines)

One-way from

$195
(Kiwi.com)
From Caribbean Islands to Oregon
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One-way flight from Caribbean Islands to Oregon
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Find flight deals from Caribbean Islands to Oregon

Cheapest flights from Caribbean Islands to Oregon
Explore the most affordable flight options available from Caribbean Islands to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 16, 2025.

This Sun Country Air deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/219:00 amSJU - PDX
1 stop11h 30mSun Country Air
vie. 9/266:24 pmPDX - SJU
1 stop17h 47mSun Country Air
Deal found 9/14$412
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/287:05 amSJU - PDX
2 stops15h 41mAmerican Airlines
mar. 11/410:45 pmPDX - SJU
1 stop10h 58mAmerican Airlines
Deal found 9/14$419
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/77:00 amSJU - PDX
2 stops16h 50mUnited Airlines
sáb. 10/1110:32 pmPDX - SJU
1 stop10h 28mUnited Airlines
Deal found 9/13$450
This eDestinos deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/61:59 amSJU - PDX
3 stops36h 49mMultiple Airlines
sáb. 10/115:38 pmPDX - SJU
2 stops18h 46mMultiple Airlines
Deal found 9/14$464
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/229:07 amSJU - PDX
2 stops18h 05mFrontier
sáb. 9/278:02 amPDX - SJU
2 stops22h 50mFrontier
Deal found 9/15$470
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/71:06 pmSJU - PDX
2 stops13h 51mDelta
vie. 10/1012:40 amPDX - SJU
1 stop10h 31mDelta
Deal found 9/15$482
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/143:00 pmSJU - PDX
1 stop21h 31mAmerican Airlines
mié. 10/2211:59 pmPDX - SJU
1 stop11h 21mAmerican Airlines
Deal found 9/14$492
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/16:44 amSJU - PDX
2 stops31h 27mMultiple Airlines
dom. 10/56:16 pmPDX - SJU
2 stops29h 35mMultiple Airlines
Deal found 9/15$493
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/301:32 pmMBJ - PDX
1 stop10h 36mDelta
jue. 11/63:19 pmPDX - MBJ
2 stops18h 04mDelta
Deal found 9/14$533
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/302:36 pmMBJ - PDX
3 stops22h 17mUnited Airlines
jue. 11/67:10 pmPDX - MBJ
2 stops39h 55mUnited Airlines
Deal found 9/14$542
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/146:05 amSDQ - PDX
1 stop17h 59mDelta
mar. 10/211:40 pmPDX - SDQ
1 stop19h 44mDelta
Deal found 9/16$575
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/47:05 amSDQ - PDX
2 stops19h 03mDelta
sáb. 11/812:35 amPDX - SDQ
2 stops14h 33mDelta
Deal found 9/15$577

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Oregon that are best for you.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 2/26

7:30 am-8:47 pm

2 stops17h 17m

Portland

lun. 3/2

6:04 am-8:30 pm

1 stop10h 26m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

lun. 10/6

1:05 am-8:53 am

1 stop10h 48m

Portland

sáb. 10/11

5:15 pm-12:00 pm

2 stops15h 45m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

mar. 10/14

1:05 am-8:53 am

1 stop10h 48m

Portland

mar. 10/21

11:59 pm-2:44 pm

1 stop11h 45m

$509

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

jue. 10/9

2:00 pm-10:46 pm

1 stop11h 46m

Portland

sáb. 10/18

10:32 pm-1:45 pm

1 stop12h 13m

$509

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

jue. 10/30

1:32 pm-10:08 pm

1 stop10h 36m

Portland

jue. 11/6

3:19 pm-12:23 pm

2 stops18h 04m

$533

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

jue. 10/30

1:00 pm-11:08 pm

1 stop12h 08m

Portland

jue. 11/6

10:45 pm-2:12 pm

1 stop12h 27m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

jue. 10/30

1:48 pm-9:38 am

2 stops21h 50m

Portland

jue. 11/6

7:10 pm-2:05 pm

2 stops39h 55m

$542

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

sáb. 2/28

8:00 am-7:18 pm

1 stop14h 18m

Portland

mar. 3/3

9:45 pm-11:10 am

1 stop10h 25m

$543

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

mié. 2/25

1:09 am-12:44 am

2 stops27h 35m

Portland

lun. 3/2

3:50 pm-11:57 pm

3 stops28h 07m

$569

Santo DomingoPortland

SDQ - PDX

SDQPDX

Santo Domingo Las Americas

mar. 10/14

6:05 am-9:04 pm

1 stop17h 59m

Portland

lun. 10/20

12:40 am-6:24 pm

2 stops14h 44m

$575

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 42 results
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Best time to book a flight from Caribbean Islands to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Oregon

What is the cheapest month to book a flight from Caribbean Islands to Oregon?

Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to OR?

Find hourly flight availability from Caribbean Islands to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Oregon as you normally would.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated septiembre 16, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Caribbean Islands to Oregon. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean Islands to Oregon?

    Airlines like Delta, United Airlines, and American Airlines fly from Caribbean Islands to Oregon in about 10h 48m. The time it takes to get you to your destination can typically vary by up to 6h 29m. There are 3710 mi between Caribbean Islands and Oregon. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean Islands to Oregon one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Oregon are Delta ($198), American Airlines ($210), and United Airlines ($210).

  • Can I find deals for flights from Caribbean Islands to Oregon that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Oregon.

  • Can I find deals for business class flights from Caribbean Islands to Oregon?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Caribbean Islands to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean Islands to Oregon

Discover the top 4 airlines that operate flights from Caribbean Islands to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$512FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$353Average$589FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$587FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$424Average$565FlexibilityNo cancel feeOn-time63%

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